(Sorry this is so late. I wanted to get this done by J-Lo's birthday, but life got in the way. Hopefully you'll all still enjoy it)
Miami, Florida
I was running late, which is no surprise considering how hectic the life of Cptnstrwrs is. Earlier that day, I had flown in to town for one reason: to celebrate the birthday of one of my closest friends, Jennifer Lopez. Sure, her actual birthday was a few days ago, but both Jennifer and I had been busy on her birthday. But if we're being honest, that woman didn't need an excuse to party. After a quick workout, I decided to take a quick shower. I'd barely gotten out of the shower and thrown on my towel when the doorbell rang. For a split second, I thought about getting dressed, but then I thought it would be pointless, considering how quickly Jen would get me out of my clothes.
Of course she's early, but considering the...'present' I'm giving her, I'm not surprised Jennifer's this eager. I open the door, Jennifer walking inside. We hug each other, Jennifer kissing me on the lips before we pull apart. "Sorry, I'm not dressed yet. You got here quicker than I thought you would," I say, Jennifer looking me up and down in my towel. While she's inspecting me, I take the opportunity to take in the sight of her sexy, toned milf body. She's wearing a pair of short blue jean shorts and a black tank top that hugs her amazing breasts. "That's alright. It just makes it easier to unwrap my presents!" Jennifer giggles, giving the towel around my waist a quick tug. Neither of us tries to catch it as it falls to the floor, leaving me naked in front of her. "It's already so big!" Jennifer says in a soft voice as she kneels down in front of me.
I watch speechless, as Jennifer takes my cock in one hand, guiding towards her waiting mouth, already open wide. "Oh fuck!" I groan as her soft lips wrap tightly around my shaft. She wastes no time, her head bobbing up and down my length as she hungrily slobbers all over my cock. After the first couple passes, she stops using her hands, just sliding her mouth up and down my cock. I look down at her, Jennifer looking so fucking hot with my cock shoved down her throat. "So I feel a little bad I didn't get you a cake for your birthday. But I don't think we have 56 candles for you. It's okay, though. I have the perfect idea. How about I give you 8 inches seven times?" I ask, grinning down at her. Jennifer nods, no easy task with a dick in her mouth. "Alright. Here we go!" I say, grabbing her head in my hands. GWAH! GWAH! GWAH! GWAH! GWAH! GWAH! GWAH! Seven times I shove my cock as hard and deep as I can down her sexy mouth. Seven times her eyes water. Seven times Jennifer gags on the Captain Cock. I pull it from her mouth, Jennifer gasping for air as trails of saliva fall from my cock, landing all over her tank top. "You okay?" I ask. Jennifer nods, smiling up at me as she catches her breath. "Good. I've been thinking. I think you're overdressed for this party," I laugh, helping her to her feet.
Jennifer grabs the bottom of her tank top, pulling it up and off as I reach for her shorts. Unbuttoning the shorts, I move immediately for the zipper, pulling it down. I slide the jean shorts down her thin, toned legs, Jennifer kicking them aside near her discarded tank top, leaving her in just her bra and panties. "You going to fuck me now?" Jennifer purrs, kissing me on my neck. "Not yet. Before you get your present, I want you to rub those pretty tan titties all over this cock!" I reply, smirking at her. She gives me a pouty look, but takes off her bra, dropping it to the floor before kneeling down again. Jennifer never breaks eye contact with me as she pushes her tits together, the soft warmth of her breasts all over my cock. She slowly begins sliding her body up and down my length, massaging my hard cock with her soft tits. "You still mad at me because I'm making you wait to fuck me?" I say, grinning down at her. "I was never made at you. I was just upset that you're making me wait to fuck you! You know how bad I want it!" Jennifer says, pouting at me. "Hey! Don't worry! We'll get to that part soon enough. You think I don't want to fuck you too?" I laugh, grinning down at her.
Not wanting to seem too eager, I have Jennifer titfuck for another minute or two before motioning to her to stop and stand up. "Why don't we take this to the bedroom?" I ask, picking her up and throwing her over my shoulder. Jennifer giggles the whole way to the bedroom, only stopping once I gently toss her onto the bed. Grabbing the waistband of her skimpy panties, I pull them down her legs, tossing them aside. "There's just one more thing I have to do before we fuck. But I promise you won't be disappointed," I say, giving her a sly smile. I climb onto the bed, crawling on all fours towards her. Using my hands, I spread her legs, lowering my head between them. My tongue hasn't even touched her clit yet, but already I hear Jennifer's breathing becoming ragged with anticipation. When I do finally touch my tongue to her clit Jennifer can't be happier.
I drag my tongue in long, slow strokes in every direction across her clit, Jennifer writhing in pleasure as she moans and groans loudly. "Oh fuck baby! Right there! Uggghhhhh! Don't stop! Please don't stop, Captain! Ugghhhhh!" Jennifer moans. Up and down, left to right, right to left, round and round, or straight lines, it doesn't matter how I lick her as every touch of my tongue pushes her closer to climax. I can already tell she's soaking wet, but I decide to have some fun with her. Slipping two fingers inside Jennifer, I run them around the walls of her pussy, applying just a tiny bit of pressure. "Damn Jen! I can't believe how wet you are already! I think the only smart think to do is to let you ride my cock now," I say, grinning up at her from between her thighs as I pull my fingers out of here. Grabbing my hand by the wrist, Jennifer sucks my two fingers clean, obviously wanting to taste herself on my fingers. "It's about time!" Jennifer says in a low, seductive voice.
Jennifer pushes me onto my back, eyes filled with passion as she climbs on top of me. She grabs my cock with one hand, guiding to her pussy as she lowers herself onto me. Jennifer grinds her hips slow and sensual, sliding herself up and down my shaft, her lust filled eyes burning into my as she rides me. "Fuck Jen! That pussy feels amazing!" I groan, grabbing her hips tightly. I move my hands to her ass, squeezing hard as she speeds up. Her movements are as fluid as a dance routine in one of her concerts. She goes faster and faster, putting her hands on my chest to steady herself as she rides me. I move my hands to her tits, squeezing one tightly in each hand, Jennifer moaning softly in pleasure. I feel her body tensing up more and more with every passing second. Suddenly, Jennifer slips a hand between her thighs, rubbing her clit as she rides me, desperate to cum. Only a few seconds later, she freezes up, her pussy walls clamping down hard on my cock. "Uggghhhh! Aggghhhhh! Your cock feels so fucking good inside me! I'm cumming Baby! Ugghhhh!" Jennifer wails, her body trembling as she orgasms. The look of absolute pleasure on her face is so hot that I almost cum right then and there.
It takes several moments for Jennifer's orgasm to finally subside, Jennifer pulling herself off my cock before laying down on her back next to me on the bed. As I lie staring up at the ceiling, I hear what I think is the sound of Jennifer's heavy breathing, but as I turn to face her, I see tears in her eyes, Jennifer crying softly. "Hey! What's wrong babe? Why are you crying?" I ask, pulling her body against mine as I hug her tightly. "I'm sorry! I didn't mean to ruin our special night together. I just.... I don't understand why you invited me over when you already have three girlfriends that are better than me. Why would you want to fuck me with all those better options just throwing themselves at you? Everybody knows Sydney Sweeney has the biggest tits in Hollywood right now. Demi Rose not only has huge tits, but she's one of the few women who have an ass bigger than mine. And Ariana... Ariana is more experienced and open for anything than I'll ever be!" Jennifer exclaims, a sad look on her face. "Hey! None of that matters. Don't worry about the girls. You know how crazy my schedule is. I wouldn't have invited you over for this one on one birthday celebration if I didn't think there's something special about you. You're just as hot as any of my ladies. And I know how...'excited' you get to fuck a younger man like myself!" I say, grinning at her. "I guess you have a point. And just so we're clear, I'm not just fucking you because you're younger than me. I'm fucking you because you're a great lay!" Jennifer giggles, wiping the tears from her eyes.
Rolling over, I position my arms and legs so that I'm almost laying on top of her tight, toned body, the two of us only separated by a few inches. "Thanks for the compliment. But I think it's time to remind you why I'm such a great lay!" I say, leaning down to kiss her hard on the lips several times. "Open those sexy legs wide for me!" I growl softly in her ears as I kiss her all over her neck. Without using my hands, I guide my cock to her pussy, slowly pushing inside her, both of us moaning as inch after inch of my cock enters her again, stretching her tight pussy walls. "You want it slow or fast?" I ask."Fuck me hard and fast! I want my pussy to be sore by the time you're done with me!" Jennifer growls, the lustful look returning to her eyes. "Baby, not only will that tight little pussy be sore, I'll have you screaming my name by the time I'm through with you!" I exclaim. "Do it then, bitch!" Jennifer snaps, slapping me lightly on the cheek. I've always loved when Jen gets like this, totally uninhibited and wild in the bedroom. And the slap to my face gets me even harder as I prepare to give her a fucking she won't soon forget.
My hips move faster than I thought I was capable of, hammering Jennifer hard and fast, pinning my bronze skinned milf to the mattress as I fuck her without mercy. The sound of our bodies slapping together comes close to drowning out her cries of pleasure but falls short. "Oh! Agghhhhh! Ugghhhh! Fuck! Fuck me Captain! Fuck my tight little pussy! Uggghhhhh!" Jennifer wails as I punish her pussy with my big hard cock. I go faster and faster, the two of us bouncing up and down on the bed as we fuck. "Fuck! Fuck me! Please!" Jennifer shrieks. "Who are you talking to? What's my name bitch?!" I growl, lightly slapping her cheek. "Please Captain. Fuck me Captain! Fuck me like a whore! Fuck Captain! Ugghhhhh!" Jennifer screams. "Ha! I'd told you that you'd be screaming my name!" I laugh, giving her a few more hard thrusts before I feel my cock tense up. The look on Jennifer's face tells me that she senses it too. "You know what's about to happen! Beg me or I pull out!" I growl, smirking at her. "Please Captain! Cum inside me! Fill my pussy with your big, hot load!" Jennifer whines. "Well, since you asked so nicely!" I grunt, my cock blasting the first few shots of my load deep inside her. I grab her by the hips as Jennifer wraps her legs tightly around my waist. We both groan as my cock pumps shot after shot of my load into her eager, waiting pussy.
Finally finished cumming, I pull my cock out of her, Jennifer pouting at me as I climb off the bed. Grabbing a box of tissues from the nightstand, I toss it to her. "Here, clean yourself up. We can't have you dripping cum all over the bed," I say as she cleans herself up. She rolls onto her stomach as she tosses the tissue into a nearby garbage can. "So what now?" Jennifer asks, a grin on her face. "I think you should stay just like that. We can't have one of our sexy get togethers without me getting a crack at your crack!" I laugh, climbing back onto the bed. I gently lay face down on top of her, my still hard cock rubbing against her ass crack as I kiss the back of her neck. "Are you ready to have this cock up your big, sexy ass?!" I growl, smacking her ass. "I thought you'd never ask?" Jennifer says, reaching back and spreading her ass cheeks for me. Climbing off of her for a moment, I spit on her asshole, getting it ready for me. I lay back down on her, deciding to go with the prone bone position for our butt fucking. Using one hand to guide my cock, I line it up with her asshole before pushing my hips forward, my cock stretching her tight, perfect asshole as I enter her. Once again I go slowly, letting both of us enjoy the moment as inch after inch of my cock slides further inside her. Moving my hips back and forth slowly, I begin fucking one of the greatest asses the world has ever known.
I speed up slightly with every thrust, Jennifer moaning her approval. "Oh yeah! Fuck that ass! Fuck me real good Captain!" Jennifer groans, my balls slapping against her still wet pussy with my every thrust. As much as she enjoys taking charge in the bedroom, I know that deep down there's nothing Jennifer loves more than when her man takes control like I'm doing right now. Speeding up even more, Jennifer moans loudly as our bodies slap together with each thrust of my hips, her sexy ass jiggling beneath me with every impact. Grabbing her hard by the shoulders I pin Jennifer to the bed as I give her asshole a couple of final, hard thrusts before pulling out of her. As I roll her over onto her back Jennifer gives me another pouting look, clearly disappointed that I'm no longer fucking her ass. "Don't worry baby. You'll love this next part. Hold on tight!" I say, spreading her legs. I lean towards her, sliding my cock back into her pussy. She does as she's told, wrapping her arms and legs tightly around my body. Moving my hands under her body, I pick Jennifer up off the bed, holding her in midair with my cock still buried deep inside her.
Carefully, I move off the bed, holding Jennifer in my arms. "Oh fuck! That feels amazing!" Jennifer exclaims as I begin sliding her up and down on my cock, fucking my sexy milf in midair. Her thin frame makes bouncing her up and down that much easier, and it doesn't hurt when Jennifer starts trying to move herself up and down either. "Someone's eager to cum again!" I laugh before kissing her hard on the lips. I give her all I've got, bouncing her up and down as hard as I can. Her previous cries of pleasure become ear piercing screams of pure ecstasy, my cock reaching Jennifer's deepest, most sensitive spots. "Oh shit! Fuck! I'm so close! Make me cum Captain! Make me cum one last time on your big hard cock!" Jennifer wails, her finger nails digging into my shoulders as she holds on for dear life. Considering the speed we're going, Jennifer doesn't last long. Only a minute or two later, I feel the telltale sign of her pussy tightening around my cock as I fuck her, and I know she's at her limit. "Ugggggggghhhhh! Fuck! Oh fuck! FUCK!" Jennifer cries, her body trembling violently against mine as she has another orgasm, this one more powerful than the first. The way she's thrashing around on my cock I know I won't last long unless I act quickly.
Pulling Jennifer up and off my cock, I set her gently on the floor as she finishes with her orgasm. Grabbing my cock in my hand, I start stroking it hard. "I've got one last birthday surprise for you baby!" I grunt, knowing I'm about to cum. Jennifer opens her mouth wide, an eager look on her face. Unfortunately for her, I have other plans. As I start to cum, I aim not for her mouth, but her forehead instead. Her eyes go wide with shock as I blast my load all over her beautiful face. If she's still disappointed, Jennifer doesn't show it, closing her eyes and leaning towards me so I can more easily cover her face with my cum. I'm completely exhausted by the time the last bit of cum squirts out onto Jennifer's waiting face. Reaching down, I help her to her feet. "How did you like your surprise?" I laugh. "Well, I can honestly say I didn't expect anything like that for tonight. But aside from that, I love it. It's been too long since a guy came on my face!" Jennifer exclaims. As I look at the clock, I'm surprised how late at night it actually is. What felt like only minutes was actually hours, Jennifer and I too focused on fucking each other's brains out to notice. "Wow! I can't believe how late it is. We should go to bed soon. But first...we need to clean you off. Why don't you go hop in the shower? I'll be in once I get the bed ready," I say. "Ok. Just don't keep me waiting too long or else I'll start without you!" Jennifer says, smirking at me with her cum covered face as she hurries to the bathroom. Even though we've spent the last few hours fucking, something tells me that my night is only just beginning...
The End